CAS: 115006-86-5; (3S,7R,8As)-7-Hydroxy-3-Isobutylhexahydropyrrolo[1,2-A]Pyrazine-1,4-Dione

该化合物是一种由L-leucine和跨-4-Hydrox-L-proline残留物组成的循环dipptide(),该化合物由于其循环相容而呈现结构僵硬性,在生理条件下增强了稳定性;在阳极环上存在羟基集团,它带来极极化,有可能改善溶解性和与生物目标的相互作用;这种二氯硝基苯对医药化学具有兴趣,因为它们的生物活动,包括抗微生物,抗菌素和酶抑制性;受限制的环状系统还充当了化微粒阻燃剂的护具,能够有选择地调节蛋白-蛋白相互作用;其合成的可及性使其成为药物发现和生物化学研究的多用途中间体.

英文名称(3S,7R,8As)-7-Hydroxy-3-Isobutylhexahydropyrrolo[1,2-A]Pyrazine-1,4-Dione
中文名称3-异丁基-8-羟基六氢吡咯并[1,2-A]吡嗪-1,4-二酮
IUPAC名称(3S,7R,8aS)-7-hydroxy-3-isobutylhexahydropyrrolo[1,2-a]pyrazine-1,4-dione
其它别名Cyclo(L-Leucyl-Trans-4-Hydroxy-L-Proline); Cyclo(L-Leu-Trans-4-Hydroxy-L-Pro); 3-Isobutyl-8-Hydroxyhexahydropyrrolo [1,2-A] Pyrazine-1,4-Dione; Pyrrolo[1,2-A]Pyrazine-1,4-Dione, Hexahydro-7-Hydroxy-3-(2-Methylpropyl)-, (3S,7R,8As)-; Cyclo(L-Leu-Trans-4-Hydroxy-L-Pro)/cyclo(L-Leucyl-Trans-4-Hydroxy-L-Proline); C(Hyp-Leu); (3S,7R,8As)-7-Hydroxy-3-(2-Methylpropyl)-2,3,6,7,8,8A-Hexahydropyrrolo[1,2-A]Pyrazine-1,4-Dione
CAS编号115006-86-5
分子式:C11H18N2O3分子量:226.28
产品CID: 183946
产品分类天然产物 → 生物碱

相似结构搜索
产品信息参考;;;
InChIKey: YEHIUWVXPQQDMC-VGMNWLOBSA-N
InChI=1S/C11H18N2O3/c1-6(2)3-8-11(16)13-5-7(14)4-9(13)10(15)12-8/h6-9,14H,3-5H2,1-2H3,(H,12,15)/t7-,8+,9+/m1/s1
计算化学: 氢键受体数3.0氢键供体数2.0可旋转键数2.0

MSDS等安全信息

警示词Danger
危险描述H302-H319-H372-H410-
防范说明P273-P301+P312+P330-P305+P351+P338-P314-
UN编号3077

上下游产品

L-4-hydroxyproline methyl ester hydr°Chloride(3S,7R,8aS)-3-isobutyl°Ctahydropyrrolo[1,2-a]pyrazine-7-ol

合成工艺路线路线简述

📜反式-4-羟基-L-脯氨酸甲酯盐酸盐置于盐酸-N-乙基-N'-(3-二甲氨基丙基)碳二亚胺,三乙胺,三氟乙酸体系中,用二氯甲烷用作溶剂,化学反应 35.0H,反应生成3-异丁基-8-羟基六氢吡咯并[1,2-A]吡嗪-1,4-二酮
参考文献:Enantiomerically Pure Piperazines Via Nabh4/i2 Reduction Of Cyclic Amides
标题:Enantiomerically Pure Piperazines Via Nabh4/i2 Reduction Of Cyclic Amides
摘要:Enantiomerically Pure (3S,7R,8As)-3-Phenyloctahydropyrrolo[1,2-A]Pyrazine-7-Ol,(3S,7R,8As)-3-Methyl octahydropyrrolo[1,2-A]Pyrazine-7-Ol,(3S,7R,8As)-3-Isopropyloctahydropyrrolo[1,2-A]Pyrazine-7-Ol And (35,7R,8As)-3-Isobutyloctahydropyrrolo[1,2-A]Pyrazine-7-Ol 16D Were Synthesized Via Preparation Of The Corresponding Cyclic Amides From Enantiomerically Pure L-Proline And Hydroxyproline Derivatives Followed By Reduction Using Sodium Borohydride-Iodine. (C) 2016 Elsevier Ltd. All Rights Reserved.
Doi:10.1016/j.Tetasy.2016.12.002